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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Asymmetric Synthesis of Spirocyclic Sultams via Nickel-Catalyzed Arylative Cyclization
Xin-Yang Li1,2, Jian Chen2, Kai Xue2
1School of Chemistry, Dalian University of Technology, 2 Linggong Road, Dalian 116024, P. R. China.
None:
A versatile synthesis of chiral spirocyclic sultams with a tunable ring size via nickel-catalyzed asymmetric anti-arylative cyclization of alkyne-tethered N-sulfonyl ketimines with arylboronic acids has been reported. This protocol exhibits exceptional efficiency, providing a broad array of chiral [5,6]-spirocyclic and [5,5]-spirocyclic sultams with excellent yields and enantioselectivities (up to 98% yield and 99% ee). The applicability of this strategy is further accentuated by the gram-scale synthesis and diverse transformations.
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